Dimethyl Sulfate → 2-(Methylthio)benzo[d]oxazol-6-ol

HRID 624091노트

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HRID 624091 반응식
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([SH:9])[O:8][C:4]=2[CH:3]=1.[C:12](=O)(O)[O-].[Na+].S(OC)(OC)(=O)=O>O>[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([S:9][CH3:12])[O:8][C:4]=2[CH:3]=1

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 516892Sodium BicarbonateHCID 178515778HCID 178515778, 화합물

생성물 1

HCID 210778082-(Methylthio)benzo[d]oxazol-6-ol수율 25.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 6-hydroxy-2-mercaptobenzoxazole (165 mg), sodium bicarbonate (84 mg) and dimethyl sulfate (94 μl) was dissolved in water (2 ml) with stirring and under an argon atmosphere. The reaction mixture was stirred at RT overnight and HPLC showed that all starting material was gone. The reaction mixture was evaporated to dryness to give a dark brown solid (one can also extract the reaction mixture with chloroform to give the crude product). Chromatography on silica gel using 10% ethyl acetate/hexane gave the pure product as a near-white crystalline solid (45 mg, 25%).

후처리

  1. stirringThe reaction mixture was stirred at RT overnight
  2. customThe reaction mixture was evaporated to dryness
  3. customto give a dark brown solid (one
  4. extractioncan also extract the reaction mixture with chloroform
  5. customto give the crude product)

출처 및 근거

ORD 기록
ord-f831a6fcb1b0468fa7c5dfa86c2d4c9d
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303026B2

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